N-butyl-2-(4-fluorophenyl)-2-(4-methoxyanilino)acetamide | 1429227-47-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-butyl-2-(4-fluorophenyl)-2-(4-methoxyanilino)acetamide
• CAS: 1429227-47-3
• 化学式: C₁₉H₂₃FN₂O₂
• 分子量: 330.402
• InChiKey: UOAYINWRHQDKCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异腈基正丁烷 、 对氟苯甲醛 、 甲氧苯胺 在 对甲苯亚磺酸 作用下， 以 甲醇 为溶剂， 以70%的产率得到N-butyl-2-(4-fluorophenyl)-2-(4-methoxyanilino)acetamide
  参考文献：
  名称：

  A p-toluenesulfinic acid-catalyzed three-component Ugi-type reaction and its application for the synthesis of α-amino amides and amidines

  摘要：

  A mild, cost-effective, and simple three-component Ugi-type reaction using p-toluenesulfinic acid (pTSIA) as the acid catalyst has been developed to synthesize alpha-amino amides and alpha-amino amidines. Employing 1 equiv of amine used in the reaction generated alpha-amino amides exclusively, while 2 equiv of amines, especially with more nucleophilic aniline such as p-anisidine, yielded the alpha-amino amidines as the major product. This methodology would be suitable for the synthesis of natural or unnatural amino acids and drug-like amidine analogues. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.02.055

文献信息

• A p-toluenesulfinic acid-catalyzed three-component Ugi-type reaction and its application for the synthesis of α-amino amides and amidines
  作者：Biswajit Saha、Brendan Frett、Yuanxiang Wang、Hong-yu Li

  DOI：10.1016/j.tetlet.2013.02.055

  日期：2013.5

  A mild, cost-effective, and simple three-component Ugi-type reaction using p-toluenesulfinic acid (pTSIA) as the acid catalyst has been developed to synthesize alpha-amino amides and alpha-amino amidines. Employing 1 equiv of amine used in the reaction generated alpha-amino amides exclusively, while 2 equiv of amines, especially with more nucleophilic aniline such as p-anisidine, yielded the alpha-amino amidines as the major product. This methodology would be suitable for the synthesis of natural or unnatural amino acids and drug-like amidine analogues. Published by Elsevier Ltd.